$160.00 - $458.00 /Night
Average Rating

Address: 3321 Starboard Street Location: Greenbackville Type: House Area: 1751 sq. ft.
4 Bedrooms 3 Baths 2 Half-Bath Sleeps 8 Pets Not Allowed Parking Spaces: 4
Bedroom 1
1 Queen
Bedroom 2
1 Queen
Bedroom 3
4 Twin
Bedroom 4
4 Twin
Calypso - Dance to the Song of the Sea.....

You know that feeling you get while relaxing on the beach and listening to steel drums play while the Sea Breeze blows through your hair? Enjoy this feeling every day at fabulous Calypso in Captain's Cove Golf and Yacht Club - one of the Best Kept Secrets on the Eastern Shore of Virginia. This stunning 4 Bedroom/3 Full and 2 Half Waterfront Dream Home has something for everyone in the family. Located Canal Front on the Chincoteague Bay, this statuesque home is a Water Lover's delight, and is only 25 short minutes by car or boat to Chincoteague and Assateague Islands, where our wild ponies roam free. Looking for some OC excitement? Ocean City, MD is a short 45 minute drive away. Have the best of everything, right in the heart of the Eastern Shore!

Beautiful Calypso sleeps 8 more than comfortably.  This Coastal Dream Home will take your breath away. As you drive through Captain's Cove, taking in the smells of whispering pines and salty, sweet air, you will feel a million miles away from the "real world". This is just what you've been waiting for!  Will you hear traffic on the busy highway you drive every day? No way. Will you be checking into a busy hotel? Not a chance. You will arrive at this lovely home and find a place of peace, serenity, pure beauty, and tons of fun!  

This majestic Home is 3 Levels of pure Luxury with Decks and Porches in every location to take in nothing but amazing Views. As you enter Calypso, you'll be swept away by Tropical Colors and Decor that will make you leave your troubles at the door. This one-of-a-kind Home was designed with a Reverse Floor Plan, maximizing Views from your Living Area and Kitchen, but trust me, they're sigh-worthy on every level. Upstairs you will find gleaming Bamboo Floors and Sunny Yellow Walls opening to a Wall of Windows facing the Canal and Chincoteague Bay. With soaring ceilings and an Open Floor Plan worthy of Family Vacation time together, you'll never want to leave. The comfortable Living Area is furnished beautifully and well-equipped with Free WiFi and Flat Screen Satellite TV. A wonderful Furnished Deck off of this level is a wonderful place to relax with your morning coffee or a glass of wine at day's end as you watch the sunset. Just imagine relaxing while the kids fish and catch crabs right in your own backyard!

The Chef in your Family will adore this well-stocked Kitchen with rich Granite Countertops and every gadget you could want. High-end Stainless Appliances, a breathtaking Tile Backsplash, and Canal Views will make preparing dinner not such a chore after all. Don't feel like cooking on Vacation? Visit either the Marina Club in the Cove, or The Crusty Crab on the Harbor only a few miles away, a Locals' favorite. There is ample seating for your family between the large Breakfast Bar and spacious Dining Area, and a convenient Half Bath just off the Living Area.  Also on this level is a stunning Master Bedroom with a Queen Bed, Flat Screen TV, and fun Tropical Flair. The Master Bath is adorned with Granite and a Tub/Shower Combo.

As you make your way downstairs to the Middle Level, you'll find 3 more spacious Bedrooms! Bedroom 2 is a Junior Master featuring a Queen Bed, colors of Key Lime, and a great Furnished Deck with Views of Swan Gut - a beautiful area teeming with wildlife. You'll love watching Herons, Eagles, and Blue Herons fish for their morning meal. The Junior Master Bath has a Tub/Shower Combo. Bedroom 3 is a fabulous Beachy Blue and has 2 sets of Twin Bunkbeds. Finally, Bedroom 4 is showing off Nautical Navy Bedding on 2 more sets of Twin Bunkbeds, and has access to yet another Waterfront Furnished Deck! Wander to the Lower Level of Calypso, and you'll find a very cool space to hang out with the original Wooden Beams encased in the room. There is a Full Size Futon, another Half Bath, and yet another awesome Screened Porch - a great Hangout for the kids.

Captain’s Cove is loaded with amenities - a Golf Course, Indoor Pool, 2 Outdoor Pools - 1 Bayfront with Tiki Bar, Fitness Center, Playground, Restaurant, and Snack Bar. Guests may purchase Amenity Passes for the pools by the day or the week at a minimal fee ($10/pp per day or $50/pp per week). More of a beach person? One of the most gorgeous, cleanest beaches in America, Assateague Island National Park, is only 20 minutes down the street, or take your boat to one of our awesome sand bars for your own private slice of Paradise.

Calypso - It's a Shore Thing.....

Captain's Cove does not allow arrivals or departures on Sundays. Pool/Amenity closures possible due to covid and Amenities cannot be guaranteed. Please check with our office for current status.

Seaside Vacations does not allow group rentals to guests under age 25.  Therefore, online bookings for group rentals will not be honored.

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  • Water Parks
  • Playground
  • Museums
  • Festivals
  • Churches
  • Autumn Foliage
  • Assateague National Seashore

Beach Equipment

  • Beach Chairs


  • Necessary


  • DVD Player
  • Satellite or Cable
  • Television


  • Washer
  • Dryer
  • Laptop Friendly
  • Heating
  • Hair Dryer
  • Cable
  • Air Conditioning
  • Iron & Ironing Board


  • Free Parking
  • Balcony

General Indoor Amenities

  • Wireless Internet

Home Safety

  • Smoke Detector
  • Fire Extinguisher


  • Pots & Pans
  • Oven
  • Range
  • Full-Sized Refrigerator
  • Toaster/Toaster Oven
  • Dishwasher
  • Griddle
  • Tea Kettle
  • Steam Pots
  • Microwave
  • Dishes & Silverware
  • Drip Coffee Maker
  • Blender


  • Shopping
  • Walking
  • Wildlife Viewing
  • Scenic Drives
  • Miniature Golf
  • Boating
  • Beach Combing
  • Crabbing
  • Sight Seeing


  • Fitness Center
  • Hospital


  • Water View
  • Bayside
  • Resort

Location Type

  • Waterfront


  • BBQ Area
  • Kayaking
  • Garden or Backyard

Outdoor Amenities

  • Bikes
  • Screened-In Porch

Outdoor Grill

  • Charcoal Grill


  • Indoor Pool
  • Heated Pool


  • Shared Outdoor Pool


  • No Smoking
  • Linens Not Included


  • Basketball Court
  • Cycling
  • Equestrian Events
  • Fishing - Bay
  • Golf
  • Pier Fishing
  • Swimming


  • Away From It All
  • Family
  • Romantic
  • Sports Activities
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